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Various Pharmacological aspects of 2, 5-Disubstituted 1,3,4-Oxadiazole Derivatives: A Review

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Author Affiliations

  • 1Dept. of Chemistry and Post Graduate Centre, Abeda Inamdar Sr. College of Arts, Science and Commerce, Camp, Pune – 411001, Affiliated to University of Pune, Pune, INDIA

Res.J.chem.sci., Volume 3, Issue (12), Pages 79-89, December,18 (2013)

Abstract

Heterocyclic compounds possess diverse biological properties that have lead to intense study and research of these compounds. One of these compounds is Oxadiazole which has been found to exhibit various pharmacological activities. 1,3,4-oxadiazole having heterocyclic nucleus is a novel molecule which attract the chemist to search a new therapeutic molecule. 1,3,4-oxadizole exhibited a wide range of biological activities which includes antibacterial, anti-tubercular, anticonvulsant, hypoglycemic, anti-allergic, enzyme inhibitor, vasodialatory, antifungal, cytotoxic, anti-inflammatory, analgesic, hypolipidemic, anticancer, insecticidal, ulcerogenic activities etc. Out of the various derivative 2,5-Disubstituted-1,3,4-oxadiazole is a widely exploited for various application. A large number of drugs used clinically have oxadiazole ring as a structural building block. The capacity of 1,3,4-oxadiazole nucleus to undergo variety of chemical reactions including electrophilic substitution, nucleophilic substitution, thermal and photochemical which make it medicinal backbone on which a number of potential molecules can be constructed. This review has basic information about 2,5-disubstituted-1,3,4-oxadiazole derivatives published in various journals for further development in the field.

References

  1. Navin B. Patel, Jaymin C. Patel, Synthesis and Antimicrobial Activity of 3-(1,3,4-Oxadiazol-2-yl) quinazolin-4(3H)-ones, Scientia Pharmaceuica, 78, 171–193 (2010)
  2. Jnyanaranjan Panda, V. Jagannath Patro, Chandra Sekhar Panda and Jitendriya Mishra, Synthesis, characterization, antibacterial and analgesic evaluation of some 1,3,4-oxadiazole derivatives, Der PharmaChemica, 3(2), 485-490 (2011)
  3. Rakesh R. Somani, Anuj G. Agrawal, Pushkar P. Kalantri, Pratibha S. Gavarkar and Erik De Clerq, Investigation of 1,3,4-OxadiazoleScaffold as Potentially Active Compounds, International Journal of Drug Design and Discovery, 2(1), 353-360 (2011)
  4. Ponnilavarasan Ilangovan, Ayaluraja Sekaran, Sundaramoorthi Chenniappan, Bhalchandra Keshao Chaple, Synthesis, characterization and antimicrobial activity of 1,3,4-oxadiazole derivatives, Journal of Pharmacy Research 4(6), 1696-1698 (2011)
  5. Rakesh Saini, Saurabh Chaturvedi, Achyut Narayan Kesari, Swatrantra Kushwaha, Synthesis of 2-(substituted)-5-(benzotriazomethyl)-1,3,4-oxadiazole for anti-fungal activity, Der PharmaChemica, 2(2), 297-302 (2010)
  6. Mohd Amir, S A Javed and Harish Kumar, Synthesis of some 1,3,4-Oxadiazole derivatives as potential antiinflammatory agents, Indian Journal of Chemistry, 46B, 1014-1019 (2007)
  7. Poonam Singh and Pankaj K. Jangra, Oxadiazole- A novel class of anticonvulsant agents, Der Chemica Sinica, 1(3), 118-123 (2010)
  8. Somani R.R. and Shirodkar P.Y., Synthesis and Biological Evaluation of some 2,5-Disubstituted-1,3,4-Oxadiazole Derivatives, Asian J. Chem., 20(8), 6189 (2008)
  9. M. Vijey Aanandhi, Mohammed Hashim Mansoori, S. Shanmugapriya, Shiny George, P. Shanmuga Sundaram, Synthesis and In-vitro antioxidant activity of substituted Pyridinyl-1,3,4-oxadiazole derivatives, Research Journal of Pharmaceutical, Biological and Chemical Sciences, 59, 223–233 (2009)
  10. Asif Husain and Mohammed Ajmal, Synthesis of novel 1,3,4-oxadiazole derivatives and their biological properties, , 223–233 (2009)
  11. Vijay V. Dabholkar and Nitin V. Bhusari, Synthesis of 2-Substituted-1,3,4-Oxadiazole Derivatives, International Journal of Chemical, Environmental and Pharmaceutical Research, 2(1), 1-4 (2011)
  12. Ajaykumar Thankakan Vimala, Jesindha Beyatricks, 5-(2-Aminophenyl)-1,3,4-oxadiazole-2(3H)-Thione Derivatives: Synthesis, Characterization and Antimicrobial Evaluation, 6(1), 015 (2011)
  13. S. Kumar, Synthesis and biological activity of 5-substituted-2-amino-1,3,4-oxadiazole derivatives, Turk. J. Chem., 35, 99-108 (2011)
  14. Glory Mathew, R. Krishnan, Molly Antony and M.S. Suseelan, Synthesis, Spectral Characterization and Biocidal Studies of Copper(II) Complexes of Chromen-2-one-3-carboxy Hydrazide and 2-(Chromen-3'-onyl)-5-(aryl)-1,3,4-oxadiazole Derivatives, E-Journal of Chemistry, 8(3), 1346-1354 (2011)
  15. Hemavathi S.N., Vishukumar B.K. and Lokanatharai K.M., Synthesis And Biological Screening of Some New 2,5-Disubstituted 1,3,4-Oxadiazoles, Int. J. Pharm. Pharm Sci., 3(4), 110-114 (2011)
  16. Palak K. Parikh, Hiren M, Marvaniya and Dhrubo Jyoti Sen, Synthesis and Biological Evaluation of 1,3,4-Oxadiazole Derivatives as Potential Antibacterial and Antifungal Agents, International Journal of Drug Development and Research, 3(2), 111-117(2011)
  17. Arun K. Wahi and Arti Singh, Synthesis, characterization and antibacterial activity of some oxadiazole substituted triazole derivative, Der Chemica Sinica, 2(3), 11-19 (2011)
  18. Shridhar A.H., Keshavayya J. and Joy Hoskeri H., Synthesis, characterization and pharmacological studies of novel bis-1,3,4-oxadiazole and 1,2,4-triazole derivatives, Der Chemica Sinica, 2(4), 106-114 (2011)
  19. Bhardwaj Sudhir, Parashar Bharat, Parashar Narendra and Sharma V.K., Microwave assisted synthesis and pharmacological evaluation of some 1,3,4-oxadiazole derivatives, Scholars Research Library, Archives of Applied Science Research, 3(2), 558-567 (2011)
  20. Mudasir R. Banday, Rayees H. Mattoo and Abdul Rauf, Synthesis, characterization and anti-bacterial activity of 5-(alkenyl)-2-amino- and 2-(alkenyl)-5-phenyl-1,3,4oxadiazoles, J. Chem. Sci., 122(2), 177–182 (2010)
  21. Patel N.B. and Patel J.C., Synthesis and Antimicrobial Activity of 3-(1,3,4-oxadiazol-2-yl)quinazolin-4(3H)-ones, Internationale Pharmaceutica Sciencia, 23, 173-193 (2010)
  22. Ravitas Deshmukh, A.K. Jha, Alok Singh Thakur and Dhansay Dewangan, Synthesis and Antibacterial activity of Some 1,3,4-Oxadiazole derivatives and their Thione Analogues, International Journal of Research in Pharmaceutical and Biomedical Sciences, , 324-340 (2010)
  23. Mayekar Anil M., Yathirajan H.S., Narayana B., Sarojini B.K. and Kumari N. Suchetha, Synthesis and Antimicrobial Studies on New Substituted 1,3,4-Oxadiazole Derivatives Bearing 6-Bromonaphthalene Moiety, International Journal of Chemistry, 2(1), 81-85 (2010)
  24. Rakesh Chawla, Anshu Arora, Manoj Kumar Parameswaran, Prabodh Chander Sharma, Sukumar Michael and Thengungal Kochupappy Ravi, Synthesis of Novel 1,3,4-Oxadiazole Derivatives as Potential Antimicrobial Agents, Acta Poloniae Pharmaceutica Drug Research, 67(3), 247- 253 (2010)
  25. Jha K.K., Abdul S. and Kumar Yatendra, Design, synthesis and biological evaluation of 1,3,4-oxadiazole derivatives, European Journal of Medicinal Chemistry, 45, 4963-4967 (2010)
  26. Kantham Srinivas, Kusuma Praveen Kumar, Synthesis, Antimicrobial and Anthelmintic Activity of 1-[(5-Sustituted-1,3,4-Oxadiazol-2-yl)Methyl]-4-Propylpiperazines, International Journal of Biopharmaceutics, 1(1), 14-19 (2010)
  27. Srivastava Manish, Singh Deepak, Singh Kushwah Aashish and Gokulan P.D., Synthesis and Biological Evaluation of Some New 1,3,4-Oxadizole Derivatives, Journal of Current Pharmaceutical Research, 04, 20-24 (2010)
  28. Mishra Manish Kumar, Gupta A.K., Negi S. and Bhatt Meenakshi, Synthesis of Some New Oxadiazole With Antimicrobial Activity, International Journal of Pharma Sciences and Research, 1(3), 172-177 (2010)
  29. Channamata S.N., Poojaryand B. and Nalilu S.K., Synthesis, characterization and antimicrobial activity of some disubstituted 1,3,4-oxadiazoles carrying 2-(aryloxymethyl)phenyl moiety, European Journal of Medicinal Chemistry, 45, 4708-4719 (2010)
  30. Jumat Salimon, Nadia Salih, Ayad Hameed, Hiba Ibraheem and Emad Yousif, Synthesis and Antibacterial Activity of Some New 1,3,4-Oxadiazole and 1,3,4-Thiadiazole Derivatives, Journal of Applied Sciences Research, 6(7), 866-870 (2010)
  31. Srinivas Kantham, Immadi Shyamkumar, Kumar M. Sandeep, Dontheboina Gowtham, Domakonda Anusha and Modumpally Avinash, Anticancer and Antimicrobial Activity of 1-[(5-Substituted-1,3,4-Oxadiazol-2-yl) Methyl]-4-Benzylpiperazines, International Journal of Phytopharmacology, 1(2), 133-136 (2010)
  32. Jain N., Pathak D.P., Mishra P. and Jain S., Synthesis and Antibacterial Studies of Some 2-[5-(Aryl)-[1,3,4]oxadiazole-2-ylsulfanyl]alkanoic Acids, J. Iran. Chem. Soc., 6(1), 77-81 (2009)
  33. Arunkumar S., Ilango K., Manikandan R.S., Sudha M. and Ramalakshmi N., Synthesis, Characterization and Biological Evaluation of some novel 2,5-Disubstituted-1,3,4-oxadiazole derivatives of Gallic acid, International Journal of ChemTech Research, 1(4), 1094-1099 (2009)
  34. Saini Rakesh, Awani K Rai, Kesari AN and Shahar Yar M, Synthesis and Biological Evaluation of 2,5-Disubstituted-1,3,4-oxadiazoles, Asian J. Research Chem, 2(1), 130-134 (2009)
  35. Kumar Fuloria Neeraj, Singh Vijender, Mohammad Shaharyar and Mohammad Ali, Synthesis and Antimicrobial Evaluation of Some New Oxadiazoles Derived from Phenylpropionohydrazides, Molecules, 14, 1898-1903 (2009)
  36. Saini R., Rai K.A. and Keshri A.N., Synthesis and Biological Evaluation of 2,5-Disubstituted-1,3,4-oxadiazoles, Asian J. Research Chem., 2(1), 0974-4169 (2009)
  37. Bhardwaj Niti, Saraf S.K., Sharma Pankaj and Kumar Pradeep, Synthesis, Evaluation and Characterization of Some 1,3,4-Oxadiazoles as Antimicrobial Agents, E-Journal of Chemistry, 6(4), 1133-1138 (2009)
  38. Mojahidul Islam, Anees A Siddiqui, Ramadoss Rajesh, Afroz Bakht and Sunil Goyal, Synthesis and Antimicrobial Activity of some Novel Oxadiazole Derivatives, Acta Poloniae Pharmaceutica-Drug Research, 65(4), 441-447 (2008)
  39. Zuhair Muhi-eldeen, Ghada Juma’a, Elham Al-kaissi, Lina Nouri, Antimicrobial Activity of Some New Oxadiazole Derivatives, Jordan Journal of Chemistry, 3(3), 233-243 (2008)
  40. M. Shahar Yar, A. Ahmad Siddiqui and M. Ashraf Ali, Synthesis and Anti Tuberculostatic Activity of Novel 1,3,4-Oxadiazole Derivatives, Journal of the Chinese Chemical Society, 54, 5-8 (2007)
  41. Priya V. Frank, Girish K.S. and Balakrishna Kalluraya, Solvent-free microwave-assisted synthesis of oxadiazoles containing imidazole moiety, J. Chem. Sci., 119(1), 41–46 (2007)
  42. Chao Jun-Shu, Huia Ping-Xinand Liashuo, Synthesis and Antibacterial Activities of Novel Biphenyltetrazole Derivatives Bearing 1,3,4-Oxadiazole, Journal of the Chinese Chemical Society 52, 539-544 (2005)
  43. Feray Aydogan, Zuhal Turgut, Nuket Ocal, Synthesis and Electronic Structure of New Aryl- and Alkyl-Substituted 1,3,4-Oxadiazole-2-thione Derivatives, Turk J Chem, 26, 159-169 (2002)
  44. Ahmed O. Maslat, Mahmud Abussaud, Hasan Tashtoush, Mahmoud AL Talib, Synthesis, Antibacterial, Antifungal and Genotoxic Activity of Bis-1,3,4-Oxadiazole Derivatives, Polish Journal of Pharmacology, 54, 55–59 (2002)
  45. Aatesh O Čznur and Kocabalkanli, Synthesis and antimicrobial activity of some 5-aryl-2-[(N,N-disubstitutedthiocarbamoylthio)acylamino]-1,3,4-oxadiazoles, I. J. Farmaco, 53, 541-544 (1998)
  46. Singh A.K., Parthsarthy R. and Lohani M., Synthesis, characterization and anti-inflammatory activity of some 1,3,4-oxadiazole derivatives, J. Chem. Pharm. Res., 4(1), 779-782 (2012)
  47. Chandra T., Lata S. and Saxena S., Synthesis of substituted acridinyl pyrazoline derivatives and their evaluation for anti-inflammatory activity, European Journal of Medicinal Chemistry, 45, 1772-1776 (2010)
  48. Burbuliene M. M., Virginija J. and Mekuskiene, Synthesis and anti-inflammatory activity of derivatives of 5-[(2-disubstitutedamino-6-methyl-pyrimidin-4-yl)-sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thiones, Giedrute, 4, 767–774 (2004)
  49. A. Mymoona, A. Husain and B. Azad, Aroyl propionic acid based 2,5-disubstituted-1,3,4-oxadiazoles: Synthesis and their anti-inflammatory and analgesic activities, European Journal of Medicinal Chemistry, 44, 2372-2378 (2009)
  50. Kumar H., J. A. Sadique Khan and A. Suroor, 1,3,4-Oxadiazole/thiadiazole and 1,2,4-triazole derivatives of biphenyl-4-yloxy acetic acid: Synthesis and preliminary evaluation of biological properties, European Journal of Medicinal Chemistry, 43, 2688-2698 (2008)
  51. A. Mohd., S.A. Javed and K. Harish, Synthesis of some 1,3,4-oxadiazole derivatives as potential anti-inflammatory agents, Indian Journal of Chemistry, 46B, 1014-1019 (2007)
  52. P. Erhan, S. Gulay, K. Pelin, Synthesis and anti-inflammatory activity of 1-acylthiosemicarbazides, 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and 1,2,4-triazole-3-thiones, I J Farmaco, 57(2), 101-107 (2002)
  53. K. Selvakumar, Synthesis, characterization and analgesic activity of 1,3,4-oxadiazole derivatives, Int. J. Pharm and Ind. Res., 2(1), 334-342 (2012)
  54. B. Jayashankar, Synthesis and pharmacological evaluation of 1,3,4-oxadiazole bearing bis(heterocycle) derivatives as anti-inflammatory and analgesic agents, European Journal of Medicinal Chemistry, 44, 3898-3902 (2009)
  55. Y. Mohammad and W. Mohd Akhter, Synthesis and anticonvulsant activity of substituted oxadiazole and thiadiazole derivatives, Acta Poloniae Pharmaceutica, 66(4), 393-397 (2011)
  56. A Zarghi, Tabatabai S.A and Faizi Ahadian A., Synthesis anticonvulsant activity of new 2-substituted benzyloxyphenyl-1,3,4-oxadiazoles, Bioorg. Lett., 15, 1863-1865 (2005)
  57. F. Macaev, The structure-antituberculosis activity relationships study in a series of 5-aryl-2-thio-1,3,4- oxadiazole derivatives, Bioorganic and Medicinal Chemistry, 19, 6792–6807 (2011)
  58. S.R. Pattan, P.A. Rabara, S. Jayashri, Synthesis and evaluation of some novel substituted 1,3,4-oxadiazole and pyrazole derivatives for Anti-tubercular activity, Indian Journal of Chemistry, 48B, 1453-1456 (2009)
  59. 59.Yarshahar M., Siddiqui Ahmed A. and Ali Ashraf M., Synthesis and Anti-Tuberculostatic Activity of Novel 1,3,4-Oxadiazole Derivatives, Journal of the Chinese Chemical Society, 54, 5-8 (2007)